Chicago (MDW) to Orlando (MCO), Mar 20, 2027: round trips from $185, one way from $107

Chicago (MDW) to Orlando (MCO), Mar 20, 2027: round trips from $185, one way from $107 on Axel, checked Nov 14, 2026. Lowest published fares: $185 round trip, Axel-exclusive, Frontier Airlines, nonstop, Mar 20–22, 2027; $107 one way, Axel-exclusive, Frontier Airlines, nonstop, Mar 20, 2027; 1 adult, economy, checked Nov 14, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.

Exact travel dates Airline Flights Times, duration, stops Total price Price checked
2027-03-20 · one way Frontier Airlines F91536 18:11:00→22:00:00 2h 49m nonstop Axel-exclusive $107 Nov 14, 2026
2027-03-20 · one way Southwest Airlines WN2964 06:35:00→10:20:00 2h 45m nonstop Axel-exclusive $176 Nov 14, 2026
2027-03-20 → 2027-03-21 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $202 Nov 14, 2026
2027-03-20 → 2027-03-21 Southwest Airlines WN2964 / WN2805 06:35:00→10:20:00 2h 45m nonstop · 17:00:00→18:55:00 2h 55m nonstop Axel-exclusive $340 Nov 14, 2026
2027-03-20 → 2027-03-22 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $185 Nov 14, 2026
2027-03-20 → 2027-03-22 Southwest Airlines WN2964 / WN2806 06:35:00→10:20:00 2h 45m nonstop · 17:40:00→19:35:00 2h 55m nonstop Axel-exclusive $312 Nov 14, 2026
2027-03-20 → 2027-03-23 Southwest Airlines WN2964 / WN1731 06:35:00→10:20:00 2h 45m nonstop · 16:10:00→18:05:00 2h 55m nonstop Axel-exclusive $312 Nov 14, 2026
2027-03-20 → 2027-03-23 Frontier Airlines F91536 / F91563 + F92779 18:11:00→22:00:00 2h 49m nonstop · 07:10:00→11:33:00 5h 23m 1 stop via ATL Axel-exclusive $195 Nov 14, 2026
2027-03-20 → 2027-03-24 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $185 Nov 14, 2026
2027-03-20 → 2027-03-24 Southwest Airlines WN2964 / WN2543 06:35:00→10:20:00 2h 45m nonstop · 06:55:00→08:50:00 2h 55m nonstop Axel-exclusive $312 Nov 14, 2026
2027-03-20 → 2027-03-25 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $210 Nov 14, 2026
2027-03-20 → 2027-03-25 Southwest Airlines WN2964 / WN2543 06:35:00→10:20:00 2h 45m nonstop · 06:55:00→08:50:00 2h 55m nonstop Axel-exclusive $354 Nov 14, 2026
2027-03-20 → 2027-03-26 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $210 Nov 14, 2026
2027-03-20 → 2027-03-26 Southwest Airlines WN2964 / WN2543 06:35:00→10:20:00 2h 45m nonstop · 06:55:00→08:50:00 2h 55m nonstop Axel-exclusive $354 Nov 14, 2026
2027-03-20 → 2027-03-27 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $210 Nov 14, 2026
2027-03-20 → 2027-03-27 Southwest Airlines WN2964 / WN2805 06:35:00→10:20:00 2h 45m nonstop · 16:35:00→18:30:00 2h 55m nonstop Axel-exclusive $354 Nov 14, 2026
2027-03-20 → 2027-03-28 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $237 Nov 14, 2026
2027-03-20 → 2027-03-28 Southwest Airlines WN2964 / WN2805 06:35:00→10:20:00 2h 45m nonstop · 17:00:00→18:55:00 2h 55m nonstop Axel-exclusive $381 Nov 14, 2026
2027-03-20 → 2027-03-29 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $237 Nov 14, 2026
2027-03-20 → 2027-03-29 Southwest Airlines WN2964 / WN2806 06:35:00→10:20:00 2h 45m nonstop · 17:40:00→19:35:00 2h 55m nonstop Axel-exclusive $381 Nov 14, 2026
2027-03-20 → 2027-03-30 Southwest Airlines WN2964 / WN1731 06:35:00→10:20:00 2h 45m nonstop · 16:10:00→18:05:00 2h 55m nonstop Axel-exclusive $381 Nov 14, 2026
2027-03-20 → 2027-03-30 Frontier Airlines F91536 / F91563 + F92779 18:11:00→22:00:00 2h 49m nonstop · 07:10:00→11:33:00 5h 23m 1 stop via ATL Axel-exclusive $250 Nov 14, 2026
2027-03-20 → 2027-03-31 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $237 Nov 14, 2026
2027-03-20 → 2027-03-31 Southwest Airlines WN2964 / WN2543 06:35:00→10:20:00 2h 45m nonstop · 06:55:00→08:50:00 2h 55m nonstop Axel-exclusive $381 Nov 14, 2026
2027-03-20 → 2027-04-01 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $231 Nov 14, 2026
2027-03-20 → 2027-04-01 Southwest Airlines WN2964 / WN2543 06:35:00→10:20:00 2h 45m nonstop · 06:55:00→08:50:00 2h 55m nonstop Axel-exclusive $372 Nov 14, 2026
2027-03-20 → 2027-04-02 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $231 Nov 14, 2026
2027-03-20 → 2027-04-02 Southwest Airlines WN2964 / WN2543 06:35:00→10:20:00 2h 45m nonstop · 06:55:00→08:50:00 2h 55m nonstop Axel-exclusive $372 Nov 14, 2026
2027-03-20 → 2027-04-03 Frontier Airlines F91536 / F91457 18:11:00→22:00:00 2h 49m nonstop · 17:29:00→19:30:00 3h 01m nonstop Axel-exclusive $231 Nov 14, 2026
2027-03-20 → 2027-04-03 Southwest Airlines WN2964 / WN2805 06:35:00→10:20:00 2h 45m nonstop · 16:35:00→18:30:00 2h 55m nonstop Axel-exclusive $372 Nov 14, 2026

Hotels in Orlando for these trips

Hotels: under a trip, hotels in Orlando for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

All hotels in Orlando

Route overview: Chicago to Orlando (MCO) flight deals

2027-03-20 · one way · Axel-exclusive $107

2027-03-20 · one way · Axel-exclusive $176

2027-03-20 → 2027-03-21 · Axel-exclusive $202

2027-03-20 → 2027-03-21 · Axel-exclusive $340

2027-03-20 → 2027-03-22 · Axel-exclusive $185

2027-03-20 → 2027-03-22 · Axel-exclusive $312

2027-03-20 → 2027-03-23 · Axel-exclusive $195

2027-03-20 → 2027-03-23 · Axel-exclusive $312

2027-03-20 → 2027-03-24 · Axel-exclusive $185

2027-03-20 → 2027-03-24 · Axel-exclusive $312

2027-03-20 → 2027-03-26 · Axel-exclusive $210

2027-03-20 → 2027-03-26 · Axel-exclusive $354

2027-03-20 → 2027-03-27 · Axel-exclusive $210

2027-03-20 → 2027-03-27 · Axel-exclusive $354

2027-03-20 → 2027-03-28 · Axel-exclusive $237

2027-03-20 → 2027-03-28 · Axel-exclusive $381

2027-03-20 → 2027-03-30 · Axel-exclusive $250

2027-03-20 → 2027-03-30 · Axel-exclusive $381

2027-03-20 → 2027-03-31 · Axel-exclusive $237

2027-03-20 → 2027-03-31 · Axel-exclusive $381

2027-03-20 → 2027-04-01 · Axel-exclusive $231

2027-03-20 → 2027-04-01 · Axel-exclusive $372

2027-03-20 → 2027-04-03 · Axel-exclusive $231

2027-03-20 → 2027-04-03 · Axel-exclusive $372

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